BR112015007975B1 - Processo para preparar continuamente tetrapolímeros, e tetrapolímero - Google Patents
Processo para preparar continuamente tetrapolímeros, e tetrapolímero Download PDFInfo
- Publication number
- BR112015007975B1 BR112015007975B1 BR112015007975-0A BR112015007975A BR112015007975B1 BR 112015007975 B1 BR112015007975 B1 BR 112015007975B1 BR 112015007975 A BR112015007975 A BR 112015007975A BR 112015007975 B1 BR112015007975 B1 BR 112015007975B1
- Authority
- BR
- Brazil
- Prior art keywords
- diene
- tetrapolymer
- content
- catalyst
- ethylene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 35
- 230000008569 process Effects 0.000 title claims abstract description 35
- 229920006029 tetra-polymer Polymers 0.000 title claims abstract description 33
- 150000001993 dienes Chemical class 0.000 claims abstract description 40
- 239000003426 co-catalyst Substances 0.000 claims abstract description 10
- -1 ethylene, propylene Chemical group 0.000 claims abstract description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 42
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 17
- 239000012467 final product Substances 0.000 claims description 16
- 239000011954 Ziegler–Natta catalyst Substances 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 14
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 14
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 14
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 13
- 239000005977 Ethylene Substances 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 229910052723 transition metal Inorganic materials 0.000 claims description 6
- 150000003624 transition metals Chemical class 0.000 claims description 6
- 239000007800 oxidant agent Substances 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 claims description 3
- 239000004606 Fillers/Extenders Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical group CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims description 2
- 150000002148 esters Chemical group 0.000 claims description 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 150000003623 transition metal compounds Chemical class 0.000 claims description 2
- 229910052720 vanadium Inorganic materials 0.000 claims description 2
- JBIQAPKSNFTACH-UHFFFAOYSA-K vanadium oxytrichloride Chemical group Cl[V](Cl)(Cl)=O JBIQAPKSNFTACH-UHFFFAOYSA-K 0.000 claims description 2
- 238000003490 calendering Methods 0.000 claims 1
- 238000000465 moulding Methods 0.000 claims 1
- 235000011837 pasties Nutrition 0.000 claims 1
- 229920001169 thermoplastic Polymers 0.000 claims 1
- 239000004416 thermosoftening plastic Substances 0.000 claims 1
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 claims 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 1
- 238000009826 distribution Methods 0.000 abstract description 9
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 20
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 6
- 229920002943 EPDM rubber Polymers 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 150000002848 norbornenes Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 150000004291 polyenes Chemical class 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- NXERUYGRZMHUMK-UHFFFAOYSA-N 4,4,4-trichlorobut-2-enoic acid Chemical class OC(=O)C=CC(Cl)(Cl)Cl NXERUYGRZMHUMK-UHFFFAOYSA-N 0.000 description 1
- ZVQPLXXHYUUJRX-UHFFFAOYSA-N 5-but-3-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCC=C)CC1C=C2 ZVQPLXXHYUUJRX-UHFFFAOYSA-N 0.000 description 1
- MQDNYFXEIACBQP-UHFFFAOYSA-N 5-hept-6-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCCCC=C)CC1C=C2 MQDNYFXEIACBQP-UHFFFAOYSA-N 0.000 description 1
- UWAQOKCAUJGLQO-UHFFFAOYSA-N 5-hex-5-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCCC=C)CC1C=C2 UWAQOKCAUJGLQO-UHFFFAOYSA-N 0.000 description 1
- WTQBISBWKRKLIJ-UHFFFAOYSA-N 5-methylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C)CC1C=C2 WTQBISBWKRKLIJ-UHFFFAOYSA-N 0.000 description 1
- XHBNZTYPSQZAIY-UHFFFAOYSA-N 5-oct-7-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCCCCC=C)CC1C=C2 XHBNZTYPSQZAIY-UHFFFAOYSA-N 0.000 description 1
- RZTQYTKFARGVKP-UHFFFAOYSA-N 5-pent-4-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCC=C)CC1C=C2 RZTQYTKFARGVKP-UHFFFAOYSA-N 0.000 description 1
- UAKPCRIFCXQISY-UHFFFAOYSA-N 5-prop-2-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CC=C)CC1C=C2 UAKPCRIFCXQISY-UHFFFAOYSA-N 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000005112 continuous flow technique Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/20—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds unconjugated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
- C08F210/18—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers with non-conjugated dienes, e.g. EPT rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
- C08L23/14—Copolymers of propene
- C08L23/145—Copolymers of propene with monomers having more than one C=C double bond
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/905—Polymerization in presence of transition metal containing catalyst in presence of hydrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261711596P | 2012-10-09 | 2012-10-09 | |
| US61/711,596 | 2012-10-09 | ||
| US14/049,075 | 2013-10-08 | ||
| US14/049,075 US8901238B2 (en) | 2012-10-09 | 2013-10-08 | Sponge polymer with controlled long chain branching and broad molecular weight distribution |
| PCT/US2013/064134 WO2014059019A2 (en) | 2012-10-09 | 2013-10-09 | Sponge polymer with controlled long chain branching and broad molecular weight distribution |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR112015007975A2 BR112015007975A2 (pt) | 2017-08-08 |
| BR112015007975B1 true BR112015007975B1 (pt) | 2021-07-27 |
Family
ID=50433191
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112015007975-0A BR112015007975B1 (pt) | 2012-10-09 | 2013-10-09 | Processo para preparar continuamente tetrapolímeros, e tetrapolímero |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US8901236B2 (zh) |
| EP (1) | EP2906605B1 (zh) |
| JP (1) | JP2016500723A (zh) |
| CN (1) | CN105189578B (zh) |
| BR (1) | BR112015007975B1 (zh) |
| SA (1) | SA515360262B1 (zh) |
| WO (2) | WO2014059019A2 (zh) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8901236B2 (en) * | 2012-10-09 | 2014-12-02 | Lion Copolymer Geismar, Llc | Process for creating an ethylene elastomer |
| US9139726B2 (en) | 2012-10-09 | 2015-09-22 | Lion Copolymer Geismar, Llc | Process for making an ethylene elastomer with long chain branching for use in anti-vibration applications |
| US9139727B2 (en) | 2012-10-09 | 2015-09-22 | Lion Copolymer Geismar, Llc | Low damping high strength polymer with long chain branching for use in anti-vibration applications |
| EP3026080A1 (en) * | 2014-11-26 | 2016-06-01 | Lion Copolymer Geismar, LLC | Low damping high strength polymer with long chain branching for use in anti-vibration applications |
| EP3026070A1 (en) * | 2014-11-26 | 2016-06-01 | Lion Copolymer Geismar, LLC | Process for making an ethylene elastomer with long chain branching for use in anti-vibration applications |
| WO2017048448A1 (en) * | 2015-09-14 | 2017-03-23 | Exxonmobil Chemical Patents Inc. | Process for making branched epdm and epdm therefrom |
| US10808113B2 (en) | 2016-05-20 | 2020-10-20 | Arlanxeo Netherlands B.V. | Rubber composition |
| US9574034B1 (en) * | 2016-08-12 | 2017-02-21 | Lion Copolymer Geismar, Llc | Process for making high molecular weight tetrapolymer and articles produced therefrom |
| US9574033B1 (en) * | 2016-08-12 | 2017-02-21 | Lion Copolymer Geismar, Llc | Process for continuously making high molecular weight tetrapolymer for use in anti-vibration applications |
| US9574035B1 (en) * | 2016-08-12 | 2017-02-21 | Lion Copolymer Geismar, Llc | Process for making high molecular weight tetrapolymer and articles produced therefrom |
| US10550252B2 (en) * | 2017-04-20 | 2020-02-04 | Chevron Phillips Chemical Company Lp | Bimodal PE resins with improved melt strength |
| US11041034B2 (en) | 2018-02-09 | 2021-06-22 | Exxonmobil Chemical Patents Inc. | Ethylene-a-olefin-diene elastomers and methods of making them |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1595670A1 (de) * | 1966-08-23 | 1970-04-30 | Hoechst Ag | Herstellung von mit Schwefel zu hitze- und ermuedungsrissbestaendigen Elastomeren vulkanisierbaren Copolymeren aus AEthylen,Propylen und 5-AEthyliden-2-norbornen |
| NL137057C (zh) * | 1968-02-16 | |||
| US3856765A (en) | 1969-06-02 | 1974-12-24 | J Collette | Functionally substituted terpolymers of alpha-olefins |
| US3748316A (en) * | 1969-06-02 | 1973-07-24 | Du Pont | Functionally substituted terpolymers and tetrapolymers of alpha-olefins and process for manufacturing functional substituted copolymers |
| US3903062A (en) | 1973-08-08 | 1975-09-02 | Snam Progetti | Olefin tetrapolymer and process for the preparation thereof |
| US4156767A (en) * | 1977-05-16 | 1979-05-29 | Copolymer Rubber & Chemical Corporation | Ethylene, C3-16 monoolefin polymer containing 0.02%-0.6% by weight vinyl norbornene bound in the polymer having improved cold flow |
| JPS58191705A (ja) * | 1982-05-06 | 1983-11-09 | Mitsui Petrochem Ind Ltd | エチレン共重合ゴム |
| JPH0689072B2 (ja) * | 1986-06-30 | 1994-11-09 | 三井石油化学工業株式会社 | エチレン共重合体ゴム |
| US5473017A (en) | 1993-09-30 | 1995-12-05 | Exxon Chemical Patents Inc. | Intervulcanized elastomer blends |
| US6300451B1 (en) | 1994-10-24 | 2001-10-09 | Exxon Chemical Patents Inc. | Long-chain branched polymers and their production |
| US5786504A (en) * | 1996-05-15 | 1998-07-28 | Uniroyal Chemical Company, Inc. | Polymerization catalyst promoter |
| BR9915199B1 (pt) * | 1998-11-02 | 2010-09-08 | interpolìmero de etileno/alfa-olefina de cisalhamento fino, processo de preparação de interpolìmero de etileno/alfa-olefina, artigo manufaturado, composição de mistura de polìmeros e composição vulcanizada termoplástica. | |
| US6680361B1 (en) | 1998-11-02 | 2004-01-20 | Dupont Dow Elastomers Llc | Shear thinning ethylene/α-olefin interpolymers and their preparation |
| CA2292387A1 (en) | 1999-12-17 | 2001-06-17 | Bayer Inc. | Process for producing olefin polymer with long chain branching |
| JP2005154618A (ja) * | 2003-11-27 | 2005-06-16 | Sumitomo Chemical Co Ltd | エチレン−α−オレフィン系共重合体の製造方法 |
| US7622179B2 (en) * | 2004-03-17 | 2009-11-24 | Dow Global Technologies Inc. | Three dimensional random looped structures made from interpolymers of ethylene/α-olefins and uses thereof |
| EP1957548B1 (en) * | 2005-12-06 | 2013-08-07 | ExxonMobil Chemical Patents Inc. | Ethylene elastomer compositions |
| US8901236B2 (en) * | 2012-10-09 | 2014-12-02 | Lion Copolymer Geismar, Llc | Process for creating an ethylene elastomer |
-
2013
- 2013-10-08 US US14/049,037 patent/US8901236B2/en active Active
- 2013-10-08 US US14/049,075 patent/US8901238B2/en active Active
- 2013-10-09 BR BR112015007975-0A patent/BR112015007975B1/pt not_active IP Right Cessation
- 2013-10-09 CN CN201380063811.XA patent/CN105189578B/zh active Active
- 2013-10-09 WO PCT/US2013/064134 patent/WO2014059019A2/en active Application Filing
- 2013-10-09 EP EP13846036.5A patent/EP2906605B1/en active Active
- 2013-10-09 JP JP2015536864A patent/JP2016500723A/ja active Pending
- 2013-10-09 WO PCT/US2013/064129 patent/WO2014059017A1/en active Application Filing
-
2015
- 2015-04-09 SA SA515360262A patent/SA515360262B1/ar unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2906605A2 (en) | 2015-08-19 |
| WO2014059019A2 (en) | 2014-04-17 |
| EP2906605B1 (en) | 2018-03-28 |
| CN105189578A (zh) | 2015-12-23 |
| BR112015007975A2 (pt) | 2017-08-08 |
| US8901236B2 (en) | 2014-12-02 |
| US8901238B2 (en) | 2014-12-02 |
| SA515360262B1 (ar) | 2016-01-07 |
| CN105189578B (zh) | 2018-07-31 |
| JP2016500723A (ja) | 2016-01-14 |
| US20140100326A1 (en) | 2014-04-10 |
| US20140100325A1 (en) | 2014-04-10 |
| WO2014059019A3 (en) | 2015-07-30 |
| EP2906605A4 (en) | 2016-07-20 |
| WO2014059017A1 (en) | 2014-04-17 |
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